[CH3:1][O-:2].[Na+].[Na].Br[C:6]1[S:10][C:9]([NH2:11])=[N:8][C:7]=1[CH2:12][CH3:13]>CO>[CH2:12]([C:7]1[N:8]=[C:9]([NH2:11])[S:10][C:6]=1[O:2][CH3:1])[CH3:13]Sodium methoxide was freshly prepared by dissolving 0.186 g (8.1 mmol) of sodium metal in 12 mL of abs. MeOH. After cooling to 0° C., 5-bromo-4-ethyl-thiazol-2-ylamine (0.519 g, 2.51 mmol) was added and the cooling bath removed. After 45 min, TLC indicated the absence of starting material. The reaction mixture was poured onto crashed ice, twofold extracted with ethyl acetate, washed with brine, dried over sodium sulfate, and evaporated to dryness. Thereby, 0.298 g of the title compound was obtained as brown, rather unstable oil, sufficiently pure to be used for the next step; it should be stored at −28° C.
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